Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
    237

    237

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  2. CONDOMINIUM
    240

    240

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $258/night

  3. CONDOMINIUM
    241

    241

    Kihei, HI

    Pool
    FREE CANCELLATION

    $188 to $297/night

  4. CONDOMINIUM
    245

    245

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  5. CONDOMINIUM
    249

    249

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  6. CONDOMINIUM
    252

    252

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  7. CONDOMINIUM
    254

    254

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  8. CONDOMINIUM
    258

    258

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  9. CONDOMINIUM
    264

    264

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  10. CONDOMINIUM
    266

    266

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  11. CONDOMINIUM
    268

    268

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  12. CONDOMINIUM
    271

    271

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  13. CONDOMINIUM
    273

    273

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  14. CONDOMINIUM
    275

    275

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  15. CONDOMINIUM
    276

    276

    Kihei, HI

    Pool
    FREE CANCELLATION

    $269 to $409/night

  16. CONDOMINIUM
    2BD Hainoa Villa (2901B) at Four Seasons Resort Hualalai

    2BD Hainoa Villa (2901B) at Four Seasons Resort Hualalai...

    Kailua Kona, HI

    Pool

    $720 to $2,118/night

  17. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Pool
    FREE CANCELLATION

    $334 to $821/night

  18. COTTAGE
    2BR Garden Cottage- Walk to Beach!

    2BR Garden Cottage- Walk to Beach!

    Honolulu, HI

    FREE CANCELLATION

    $174 to $223/night

  19. DUPLEX
    2BR w/ Diamond Head Views & Lanai

    2BR w/ Diamond Head Views & Lanai

    Honolulu, HI

    Pets OK
    FREE CANCELLATION

    $251 to $688/night

  20. CONDOMINIUM
    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    2BR/2BA at Kahalu’u Beach w/ Pool, Spa, Ocean View

    Kailua Kona, HI

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $460/night

  21. CONDOMINIUM
    301 Punahoa Condominium

    301 Punahoa Condominium

    Kihei, HI

    $176 to $382/night

  22. CONDOMINIUM
    302 Punahoa Condominium

    302 Punahoa Condominium

    Kihei, HI

    $176 to $382/night

  23. CONDOMINIUM
    303 Punahoa Condominium

    303 Punahoa Condominium

    Kihei, HI

    $176 to $382/night

  24. CONDOMINIUM
    304 Punahoa Condominium

    304 Punahoa Condominium

    Kihei, HI

    $139 to $287/night

  25. CONDOMINIUM
    305 Punahoa Condominium

    305 Punahoa Condominium

    Kihei, HI

    $246 to $400/night

  26. CONDOMINIUM
    308

    308

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night

  27. CONDOMINIUM
    309

    309

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $393/night

  28. CONDOMINIUM
    311

    311

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $317/night

  29. CONDOMINIUM
    314

    314

    Kihei, HI

    Pool
    FREE CANCELLATION

    $235 to $363/night

  30. CONDOMINIUM
    315

    315

    Kihei, HI

    Pool
    FREE CANCELLATION

    $258 to $340/night